REACTIONS OF AN ENDOPEROXIDE WITH CHIRAL KETONES - DIASTEREOSELECTIVE FORMATION OF 1,2,4-TRIOXANES AND 1,3-DIOXOLANES

被引：18
|
作者：
JEFFORD, CW
JIN, SJ
BERNARDINELLI, G
机构：
[1] Department of Organic Chemistry, University of Geneva
来源：
TETRAHEDRON LETTERS | 1991年 / 32卷 / 49期
关键词：
Enantiodifferentiation; Peracetalization; X-ray structures;
D O I：
10.1016/0040-4039(91)80487-Q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1,4-Diphenylcyclopent-2-ene 1,4-endoperoxide on catalysis with trimethylsilyl trifluoromethane-sulfonate reacted with (-)-menthone in a doubly diastereoselective manner to yield two tricyclic 1,2,4-trioxanes having the 3S,5S,6S and 3R,5R,6R configurations respectively. The corresponding pair of 1,3-dioxolanes arising by Baeyer-Villiger-type rearrangement was also formed.
引用
收藏
页码：7243 / 7246
页数：4
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